If you’ve ever watched Shark Tank, you know Mark Cuban is... well, a lot. He’s loud, he’s competitive, and he’s usually the person in the room with the most energy. But behind the scenes of the Dallas Mavericks and the billion-dollar deals, there is a much quieter force. Her name is Tiffany Stewart. Honestly, she’s basically the polar opposite of her husband, which is probably why they’ve been married since 2002.
She isn't chasing cameras. You won’t find her in a reality show or posting "day in the life" TikToks from their 24,000-square-foot mansion. In a world of billionaire spouses who often become brands themselves, Tiffany has stayed remarkably low-key.
Meeting at the Gym: No Red Carpets Involved
Back in 1997, Mark Cuban wasn't the household name he is today. He was a successful tech entrepreneur, sure, but he wasn't "The Shark." He met Tiffany Stewart at a gym in Dallas. She was 27 at the time, working as an advertising executive. Mark was 39.
It wasn't exactly love at first sight in a movie way. They dated for five years before things got official. During those early years, Mark was busy selling Broadcast.com to Yahoo for nearly $6 billion. Suddenly, he was one of the richest men on the planet. For Tiffany, that shift was actually kinda weird. She famously told The New York Times in 2000 that she still drove her Honda to her sales job every day. She even called their massive Dallas chateau "impractical."
She didn't want the "billionaire" label. She just wanted to be a normal person who happened to be dating a guy with a lot of computers.
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The White Castle Test and a Barbados Wedding
Mark has this funny story he tells about "testing" Tiffany before they got married. He took her to a White Castle and made her eat a greasy slider. His logic? If she couldn’t handle a cheap burger, she probably wasn't the right fit for his "regular guy" roots.
She passed.
They finally tied the knot in September 2002. It wasn't some massive, 500-person media circus. They went to Barbados with just 20 close friends and family members. Even though they had originally planned to marry in Jamaica, a tropical storm forced them to pivot. It was simple, elegant, and—most importantly—private.
Raising Kids in a Billion-Dollar House (Without the Brats)
Mark and Tiffany have three kids: Alexis, Alyssa, and Jake. If you’re expecting them to be spoiled "nepo babies" with private jets at their beck and call, you’d be mostly wrong.
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Tiffany and Mark have been very vocal about their parenting style. They don't want their kids to be "entitled jerks."
- The Router Rule: Mark once revealed that he shuts off the home's internet at 10 p.m. on weeknights. He even uses an app to track their screen time.
- No Butlers: While they have a nanny to help during the work week, they’ve said that on the weekends, it's just them. They do the cooking. They do the chores.
- The "Earn It" Policy: If the kids want something, they have to work for it. Whether it's reading a book or doing extra chores, nothing is just handed over.
Tiffany is the one who keeps the wheels on the bus. While Mark is flying across the country for business, she’s the one managing the day-to-day chaos of raising three teenagers. Mark has often said she’s the "best mom in the world" and admits he doesn't have the patience she does.
Life After Advertising: Philanthropy and Privacy
Once they started a family, Tiffany left the advertising world behind. But she didn't just sit around. She’s become heavily involved in philanthropy, specifically working with the Hoops 'n Hopes organization and the Mays Foundation.
She also does a lot with the Mavs Foundation. Her focus is usually on helping families and children in need. Again, she does this without much fanfare. You’ll see her at a Dallas Mavericks game or a White House state dinner once in a while, but she rarely gives interviews.
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Why Their Marriage Actually Works
In 2026, it's rare to see a celebrity marriage last over two decades. So, what’s the secret?
It seems to be a balance of power. Tiffany isn't afraid to call Mark out. She doesn’t care about the fame, and she’s stayed grounded in her "middle-class" values even while living in a house with ten bedrooms and five wet bars. She provides the stability he needs to be the high-octane businessman the world sees.
What you can learn from their dynamic:
- Values over Net Worth: Keeping a sense of normalcy (like driving that old Honda or eating at Whataburger) helps maintain a real connection.
- Privacy is a Choice: You don't have to share everything online to have a successful, modern life.
- Parenting requires a United Front: Even with billions of dollars, rules like "no internet after 10 p.m." keep kids grounded.
If you want to keep up with the family, your best bet is actually following Mark’s Instagram. He occasionally posts videos of him and his daughters doing TikTok dances—usually with him looking a bit out of place—which Tiffany is almost certainly the one filming from the sidelines.
Next Steps for You:
If you're interested in how the Cubans manage their wealth, you should look into the Mark Cuban Cost Plus Drug Company. It’s his most recent major project aimed at lowering prescription drug prices, a venture that aligns with the family’s philanthropic shift toward social impact over pure profit. Alternatively, check out Mark's interviews on the Thrive Global Podcast where he dives deeper into their family tech rules.